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56 listings in Chesterfield
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Chesterfield
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Listings
$325,000
66 Fuller Rd, Chesterfield MA 01032
Chesterfield, 01032
3 bd·1 ba·1,531 sqft
5 days on market
Listed by Amber Bach
$1,850,000
31 North Rd, Chesterfield MA 01012
Chesterfield, 01012
5 bd·2.5 ba·3,494 sqft
11 days on market
Listed by Grace Golden
$425,000
50 Bray Road, Chesterfield MA 01012
Chesterfield, 01012
2 bd·1 ba·846 sqft
18 days on market
Waterfront
Listed by Lisa Palumbo
$699,000
409 Main Rd, Chesterfield MA 01012
Chesterfield, 01012
5 bd·3 ba·3,752 sqft
29 days on market
Listed by Alexis Noyes
$360,000
515 Main Rd, Chesterfield MA 01012
Chesterfield, 01012
4 bd·1 ba·1,334 sqft
37 days on market
Listed by Jocelyn Cleary
$436,900
92 South St, Chesterfield MA 01012
Chesterfield, 01012
3 bd·2 ba·1,728 sqft
45 days on market
Listed by Rachel Simpson
$550,000
432 Main Road, Chesterfield MA 01012
Chesterfield, 01012
3,898 sqft
52 days on market
Listed by Michael Packard
New
$59,900
368 HWY 145 Highway N
Chesterfield, 29709
2 bd·1 ba·1,507 sqft
1 day on market
Listed by Johnny Cox, Plank Road Realty
$199,950
0 Bissell Rd, Chesterfield MA 01096
Chesterfield, 01096
74 days on market
Listed by Louis Poulin
$615,000
5377 Hunts Mill Road
Chesterfield, 29709
4 bd·2.5 ba·2,911 sqft
79 days on market
$469,000
3 Stage Rd, Chesterfield MA 01096
Chesterfield, 01096
3 bd·1.5 ba·1,781 sqft
102 days on market
Listed by James A. Molyneux
$260,000
405 Watson Hill Lane
Chesterfield, 29709
3 bd·2 ba·1,466 sqft
45 days on market
Listed by Farrah Hall, Costello Real Estate and Investments LLC
$64,900
0 Bray Rd, Chesterfield MA 01012
Chesterfield, 01012
156 days on market
Waterfront
Listed by Melissa Stevens
$169,000
0 Pynchon Rd, Chesterfield MA 01012
Chesterfield, 01012
171 days on market
Waterfront
Listed by James A. Molyneux
$675,000
254 Bryant, Chesterfield MA 01012
Chesterfield, 01012
5 bd·2.5 ba·2,368 sqft
184 days on market
Listed by Aimee Tompkins
$824,000
1935 Oakland Church Road
Chesterfield, 29709
3 bd·2.5 ba·2,952 sqft
157 days on market
Pool
Listed by Mary Anderson, Lewis Realty
$321,600
off Bryant St, Chesterfield MA 01012
Chesterfield, 01012
368 days on market
Waterfront
Listed by Keith Ross
$69,900
1225 W Blvd Highway
Chesterfield, 29709
395 days on market
Listed by Sharon Holden, Southern Properties Realty
$1,850,000
31 North Road, Chesterfield MA 01012
Chesterfield, 01012
5 bd·2.5 ba·3,494 sqft
429 days on market
Listed by Grace Golden
$1,850,000
31 North, Chesterfield MA 01012
Chesterfield, 01012
429 days on market
Listed by Grace Golden
$34,900
32 Tell Davidson Road
Chesterfield, 29709
0 bd·940 sqft
650 days on market
Listed by Nancy Braun, Showcase Realty LLC
$300,000
612&614 East Boulevard
Chesterfield, 29709
610 days on market
Listed by Sandra Moose, Lewis Realty
$300,000
612&614 East Boulevard
Chesterfield, 29709
610 days on market
Listed by Sandra Moose, Lewis Realty
$1,600,000
484 Old Swanzey Road
Chesterfield, 03462
3 bd·2 ba
256 days on market
Waterfront
Listed by Shirley Sullivan, Farms & Barns Real Estate LLC
Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 10/22/26.
Listing data provided by MLS Property Information Network, Canopy MLS (carolina), Consolidated MLS (COLUMBIA) via Trestle/CoreLogic. Last sample-row update: 1 days ago. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.